1.1: 99 percent / Dess-Martin periodinane; Py / CH2Cl2 / 2 h / 0 °C 2.1: LDA / tetrahydrofuran / 1 h / -78 - -35 °C 2.2: tetrahydrofuran / 1.5 h / -95 - -80 °C 3.1: 99 percent / 2,6-lutidine / CH2Cl2 / 3 h / 0 °C 4.1: 87 percent / CSA / methanol; CH2Cl2 / 4 h / 0 °C View Scheme

1.1: 99 percent / Dess-Martin periodinane; Py / CH2Cl2 / 2 h / 0 °C 2.1: LDA / tetrahydrofuran / 1 h / -78 - -35 °C 2.2: tetrahydrofuran / 1.5 h / -95 - -80 °C 3.1: 99 percent / 2,6-lutidine / CH2Cl2 / 3 h / 0 °C 4.1: 87 percent / CSA / methanol; CH2Cl2 / 4 h / 0 °C 5.1: Dess-Martin periodinane; Py / CH2Cl2 / 2 h / 20 °C 6.1: 380 mg / NaClO2; NaH2PO4 / 2-methyl-propan-2-ol; various solvent(s); H2O / 3 h 7.1: 55 percent / TBAF / tetrahydrofuran / 10 h / 20 °C 8.1: 69 percent / N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide *HCl; DMAP; DMAP*HCl / CHCl3 / 17 h / Heating 9.1: 96 percent / HF*Py; Py / tetrahydrofuran / 36 h / 0 - 20 °C 10.1: m-CPBA / CHCl3 / 5 h / -18 °C View Scheme

1.1: 99 percent / Dess-Martin periodinane; Py / CH2Cl2 / 2 h / 0 °C 2.1: LDA / tetrahydrofuran / 1 h / -78 - -35 °C 2.2: tetrahydrofuran / 1.5 h / -95 - -80 °C 3.1: 99 percent / 2,6-lutidine / CH2Cl2 / 3 h / 0 °C 4.1: 87 percent / CSA / methanol; CH2Cl2 / 4 h / 0 °C 5.1: Dess-Martin periodinane; Py / CH2Cl2 / 2 h / 20 °C 6.1: 380 mg / NaClO2; NaH2PO4 / 2-methyl-propan-2-ol; various solvent(s); H2O / 3 h 7.1: 55 percent / TBAF / tetrahydrofuran / 10 h / 20 °C 8.1: 69 percent / N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide *HCl; DMAP; DMAP*HCl / CHCl3 / 17 h / Heating 9.1: 96 percent / HF*Py; Py / tetrahydrofuran / 36 h / 0 - 20 °C View Scheme

1.1: 99 percent / Dess-Martin periodinane; Py / CH2Cl2 / 2 h / 0 °C 2.1: LDA / tetrahydrofuran / 1 h / -78 - -35 °C 2.2: tetrahydrofuran / 1.5 h / -95 - -80 °C 3.1: 99 percent / 2,6-lutidine / CH2Cl2 / 3 h / 0 °C View Scheme

1.1: 99 percent / Dess-Martin periodinane; Py / CH2Cl2 / 2 h / 0 °C 2.1: LDA / tetrahydrofuran / 1 h / -78 - -35 °C 2.2: tetrahydrofuran / 1.5 h / -95 - -80 °C 3.1: 99 percent / 2,6-lutidine / CH2Cl2 / 3 h / 0 °C 4.1: 87 percent / CSA / methanol; CH2Cl2 / 4 h / 0 °C 5.1: Dess-Martin periodinane; Py / CH2Cl2 / 2 h / 20 °C 6.1: 380 mg / NaClO2; NaH2PO4 / 2-methyl-propan-2-ol; various solvent(s); H2O / 3 h View Scheme

1.1: 99 percent / Dess-Martin periodinane; Py / CH2Cl2 / 2 h / 0 °C 2.1: LDA / tetrahydrofuran / 1 h / -78 - -35 °C 2.2: tetrahydrofuran / 1.5 h / -95 - -80 °C View Scheme

pyridine; Dess-Martin periodane in dichloromethane T=0°C; 2 h;